An internal standard for the quantification of elaidic acid
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Unlabeled Version(s)
90250Elaidic Acid
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Elaidic Acid-d17

Item No. 27715

Technical Information
Formal Name
(E)-octadec-9-enoic-11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-d17 acid
Synonyms
  • C18:1(9E)-d17
  • 9(E)-Oleic Acid-d17
  • FA 18:1-d17
  • trans-Oleic Acid-d17
Molecular Formula
C18H17D17O2
Formula Weight
Purity
≥99% deuterated forms (d1-d17)
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
[2H]C(/C=C/CCCCCCCC(O)=O)([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+/i1D3,2D2,3D2,4D2,5D2,6D2,7D2,8D2
InChi Key
ZQPPMHVWECSIRJ-GSLIECEWSA-N
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Elaidic Acid-d17 is intended for use as an internal standard for the quantification of elaidic acid (Item No. 90250) by GC- or LC-MS. Elaidic acid is a monounsaturated trans fatty acid and the 9-trans isomer of oleic acid (Item Nos. 90260 | 24659) that has been found in partially hydrogenated cooking oils.1 It reduces HHT and HETE formation and increases synthesis of prostaglandin E2 (PGE2; Item No. 14010), PGF (Item Nos. 16010 | 16020), PGD2 (Item No. 12010), and thromboxane B2 (TXB2; Item No. 19030) induced by arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) in isolated human platelets. Elaidic acid (0.1-5 mmol/L) induces apoptosis in human umbilical vein endothelial cells (HUVECs).2 In vivo, elaidic acid (100 mg/kg) reduces cardiac and hepatic autophagy induced by palmitic acid (Item No. 10006627) in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Srivastava, K.C., and Awasthi, K.K. A comparative study on the effect of cis (oleic, linoleic) and trans (elaidic, linoelaidic) fatty acids on the in vitro prostaglandin biosynthesis in human blood platelets from (1-14C) arachidonic acid. Prostaglandins Leukot. Med. 9(6), 669-684 (1982).

    2. Zapolska-Downar, D., Kośmider, A., and Naruszewicz, M. Trans fatty acids induce apoptosis in human endothelial cells. J. Physiol. Pharmacol. 56(4), 611-625 (2005).

    3. Sauvat, A., Chen, G., Müller, K., et alTrans-fats inhibit autophagy induced by saturated fatty acids. EBioMedicine 30, 261-272 (2018).